Once the most expensive residential listing in America, Gordon Pointe is back on the market.
The new listing agents for the rare property aren’t sharing the price.
When the Port Royal beachfront compound hit the market in February 2024, it made national headlines — at a then-record price of $295 million.
In January 2025, the property saw a price adjustment. The price tag dropped by $85 million to $210 million, mostly due to a decision by the sellers to keep pieces of the property they had originally included in their listing for themselves.
In August, the modified listing — with an address of 100 Bay Road — was quietly removed from the SWFLMLS (Multiple Listing Service). The former listing agents didn’t comment on the reasons for the removal.
On Feb. 2, Gulf Coast International Properties in Naples announced the property is once again on the market, and it’s now the company representing the sellers. It did not reveal the current pricing, but it did confirm that it’s not the old pricing.
The Donahue family owns the property. A well-known Naples philanthropist, John “Jack” F. Donahue made his fortune running Pittsburgh-based Federated Investors, which he co-founded in 1955. He died in 2017, and his wife Rhodora passed away about five years later. High school sweethearts, they started amassing the land in the 1980s, which is now in the hands of their many heirs. They had 13 children, and more than 80 grandchildren.
“Gordon Pointe is not just a property — it’s a legacy of vision, love, and respect for the natural beauty of Naples,” said Tim Savage, principal of Gulf Coast International Properties and the listing agent, in a statement. “We are honored to represent the Donahue family and what they have maintained here for generations and are excited to see its next chapter unfold with someone who values its heritage as deeply as we do.”
As part of their marketing efforts, the previous listing agents suggested that new owners might want to make the property their own, building their own family compound, or that the property could be subdivided to create a few homes for a few “lucky buyers.”
The current listing spans about 8 acres.
The property offers water views of the Gulf and Naples Bay (near Gordon Pass), as well as direct boat access and seclusion behind privacy gates. It includes multiple residences.
In announcing the new listing, Gulf Coast International Properties said: “The offering represents a rare alignment of pedigree, location, and potential. Properties of this caliber, particularly those with multigenerational provenance and irreplaceable waterfront frontage — are seldom made available, especially within the historic core of Naples.”
Port Royal has long been known as a home and playground for the rich.
In 2025, entrepreneur and billionaire David Hoffman bought a newly built estate in the exclusive neighborhood for $85 million. It set a new all-time record for a residential sale in Naples.
The record didn’t last long, however, eclipsed by the sale of a larger legacy compound that fetched $225 million in the same month — and in the same neighborhood, which has long been a magnet for Fortune 500 CEOs, business moguls and other notables of wealth and influence.
The mega deal, involving three adjacent waterfront properties all on Gordon Drive, didn’t just break a local record. It marked the largest home sale in Florida — and one of the largest in the country.
According to the Robb Report, the most expensive residential listing in the world is priced at a whopping $300 million. It’s for a 74-acre mountain compound just outside Aspen, Colorado, known as the Little Lake Lodge.
Three of the most expensive homes on the luxury magazine’s Top 25 list are in Palm Beach, Florida (four if you include one in nearby Manalapan).
Laura Layden is a business and government reporter. Reach her by email at laura.layden@naplesnews.com.
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This article originally appeared on Naples Daily News: Donahue family’s record-setting compound back on the market in Naples
Reporting by Laura Layden, Fort Myers News-Press & Naples Daily News / Naples Daily News
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